EP2485610A1 - Tobacco-free pouched product containing flavor beads providing immediate and long lasting flavor release - Google Patents
Tobacco-free pouched product containing flavor beads providing immediate and long lasting flavor releaseInfo
- Publication number
- EP2485610A1 EP2485610A1 EP10773843A EP10773843A EP2485610A1 EP 2485610 A1 EP2485610 A1 EP 2485610A1 EP 10773843 A EP10773843 A EP 10773843A EP 10773843 A EP10773843 A EP 10773843A EP 2485610 A1 EP2485610 A1 EP 2485610A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- tobacco
- flavor beads
- free
- flavor
- flavorant
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
Classifications
-
- A—HUMAN NECESSITIES
- A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
- A24B—MANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
- A24B15/00—Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
- A24B15/10—Chemical features of tobacco products or tobacco substitutes
- A24B15/16—Chemical features of tobacco products or tobacco substitutes of tobacco substitutes
-
- A—HUMAN NECESSITIES
- A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
- A24B—MANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
- A24B13/00—Tobacco for pipes, for cigars, e.g. cigar inserts, or for cigarettes; Chewing tobacco; Snuff
-
- A—HUMAN NECESSITIES
- A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
- A24B—MANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
- A24B15/00—Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
- A24B15/18—Treatment of tobacco products or tobacco substitutes
- A24B15/28—Treatment of tobacco products or tobacco substitutes by chemical substances
- A24B15/281—Treatment of tobacco products or tobacco substitutes by chemical substances the action of the chemical substances being delayed
- A24B15/283—Treatment of tobacco products or tobacco substitutes by chemical substances the action of the chemical substances being delayed by encapsulation of the chemical substances
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23V—INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
- A23V2002/00—Food compositions, function of food ingredients or processes for food or foodstuffs
Definitions
- a tobacco-free oral pouch product containing flavor beads providing immediate and long lasting flavor release.
- the tobacco-free oral pouch product comprises a pouch wrapper and tobacco-free flavor beads contained within the pouch wrapper.
- the flavor beads comprise one of microcrystalline cellulose, pectin and sodium alginate, at least one polymer having a higher solubility in saliva than one of microcrystalline cellulose, pectin and sodium alginate, and at least one flavorant.
- the pectin and said sodium alginate are cross- linked.
- the tobacco-free flavor beads provide immediate release of the flavorant upon placement in a user's mouth and long lasting release of the flavorant for about 15 minutes to about 80 minutes.
- the oral pouch product contains only tobacco-free flavor beads.
- Figure 1 is an illustration of a pouched, oral tobacco product containing only tobacco- free flavor beads
- Figure 2 is an illustration of a cross-sectional view of a flavor bead including at least one coating.
- an oral pouch product containing only tobacco-free flavor beads.
- the tobacco-free flavor beads comprise microcrystalline cellulose (MCC), pectin and/or sodium alginate and at least one flavorant. When pectin and/or sodium alginate are used, the pectin and/or sodium alginate are cross-linked.
- the flavor beads contain at least one additional polymer that has a higher solubility in saliva than MCC, cross-linked pectin and/or cross-linked sodium alginate. The flavor beads provide immediate and long lasting flavor release during use.
- an oral pouch product generally denotes a pouch product which fits in a user's mouth and delivers a desirable taste, aroma, chemesthetic effect or combination of two or more of these when placed through contact with the consumer's taste buds, olfactory receptors, or both, preferably via the consumer's saliva.
- the oral pouch product contains tobacco-free flavor beads that provide immediate and long lasting release of flavors during use.
- flavorant denotes a compound having a desirable taste, aroma or both. Examples of suitable flavorants are described herein.
- the flavor beads can be prepared using known extrusion and spheronization processes for producing pharmaceutical pellets and flavored beads such as the techniques described in commonly owned U.S. Patent Application Publication No. 2007/0000505, filed on February 22, 2006, the entire content of which is incorporated herein by reference.
- the extruded and spheronized tobacco-free flavor beads are formed by mixing microcrystalline cellulose (MCC) and at least one additional polymer having a higher solubility in saliva than MCC with water to form a paste or dough, to which is added a solution, suspension, or emulsion of flavorant.
- MCC microcrystalline cellulose
- the additional polymer is hydroxypropyl methyl cellulose.
- the MCC, hydroxypropyl methyl cellulose, flavorant-containing liquid, and any additional water or aqueous solution added to obtain the desired consistency can be mixed using a ribbon blender, Banbury, or other mixing apparatus capable of mixing high solids content materials. While not wishing to be bound by any theory, it is believed that the kneading of the liquid flavorant with the solids causes the liquid to disperse into the solid and become physically entrapped therein.
- the dough-like material is then forced through an extruder to form strands of extrudate.
- the extrudate is broken into short strands and spheronized to form wet spheres.
- the flavor beads can be spheronized from the extrudate by using an LCI QJ-230T Marumerizer at a suitable rotation speed (for example, 1200 RPM) for a suitable time (for example, 10 minutes).
- a suitable rotation speed for example, 1200 RPM
- a suitable time for example, 10 minutes.
- the flavor beads are then dried to remove a portion of the liquid. Additionally flavorants and/or coatings can be added to the flavor beads after drying.
- the flavor beads contain MCC.
- MCC improves the physical strength, integrity, and processability of the flavor beads (for example, during preparation of flavor beads).
- MCC is a structure-building material which helps to provide physical encapsulation of the flavorant immobilized in the flavor beads.
- due to the low solubility of the MCC it can also help to adjust the degradation and release rate of the flavorant during consumption of the oral pouch product.
- MCC is added in an amount of at least about 50 wt%, based on the total weight of the flavor beads and more particularly in an amount of about 60 wt% to about 80 wt% based on the total weight of the flavor beads.
- the flavorant is added to the MCC containing flavor beads in an amount of less than about 60 wt% based on the total weight of the flavor beads and more particularly in an amount of about 10 wt% to about 30 wt % based on the total weight of the flavor beads.
- Suitable flavorants include, without limitation, any natural or synthetic flavor or aroma, such as tobacco, menthol, peppermint, spearmint, chocolate, licorice, citrus, gamma octalactone, vanillin, ethyl vanillin, breath freshener flavors, cinnamon, methyl salicylate, linalool, bergamot oil, geranium oil, lemon oil, ginger oil, pomegranate, acai, raspberry, blueberry, strawberry, gooseberry, wolfberry, mulberry, blackcurrant, redcurrant, sea buckthorn, blackberry, boysenberry, cranberry, bourbon, scotch, whiskey, cognac, hydrangea, lavender, apple, peach, pear, cherry, plum, orange, lime, grape, grapefruit, butter, rum, coconut, almond, pecan, walnut, peanut, hazelnut, French vanilla, macadamia, sugar cane, maple, cassis, caramel, banana, malt, espresso, kah
- Suitable components may include flavor compounds selected from the group consisting of an acid, an alcohol, an ester, an aldehyde, a ketone, a pyrazine, combinations or blends thereof and the like.
- Suitable flavor compounds may be selected, for example, from the group consisting of phenylacetic acid, solanone, megastigmatrienone, 2-heptanone, benzylalcohol, cis-3-hexenyl acetate, valeric acid, valeric aldehyde, ester, terpene, sesquiterpene, nootkatone, maltol, damascenone, pyrazine, lactone, anethole, iso-valeric acid, combinations thereof and the like.
- the flavor beads contain at least one additional polymer having a higher solubility in saliva than MCC.
- the additional polymer is hydroxypropyl methyl cellulose.
- the hydroxypropyl methyl cellulose is included in an amount of up to about 20 wt% based on the total weight of the flavor beads.
- the hydroxypropyl methyl cellulose is included in an amount of about 2 wt% to about 6 wt% based on the total weight of the flavor beads.
- the hydroxypropyl methyl cellulose helps control the flavor release rate in the final tobacco-free flavor beads because the hydroxypropyl methyl cellulose has a higher solubility in saliva than MCC. As such, the hydroxypropyl methyl cellulose dissolves more quickly thereby releasing the flavorant more quickly.
- the flavor bead's flavor release rate can be adjusted by changing the polymer ratio in the flavor bead. For example, flavor beads containing more hydroxypropyl methyl cellulose will have a faster flavor release rate than flavor beads having a lower hydroxypropyl methyl cellulose content.
- the hydroxypropyl methyl cellulose provides a smooth and creamy texture to the flavor beads.
- the hydroxypropyl methyl cellulose exhibits lipophillic charateristics with excellent emulsification properties that aid in incorporating hydrophobic flavorants into the flavor beads.
- preferred tobacco-free flavor beads comprising MCC release flavorants for about 15 minutes to about 35 minutes (for example about 20 minutes to about 35 minutes or about 25 minutes to about 30 minutes).
- Example 1 is exemplary and are not meant to limit any aspects of the embodiments disclosed herein.
- Example 1 is exemplary and are not meant to limit any aspects of the embodiments disclosed herein.
- tobacco-free flavor beads can be formed via ionic gelation.
- Tobacco-free flavor beads formed by ionic gelation include pectin, sodium alginate or both.
- the pectin and sodium alginate are cross-linked.
- the flavor beads include at least one additional polymer that is more soluble in saliva than the cross- linked pectin and/or the cross-linked sodium alginate.
- the pectin and/or sodium alginate are included in the flavor beads in an amount of at least about 0.5 wt% based on the weight of the flavor beads.
- the flavor beads can comprise pectin in an amount of up to about 90 wt%.
- the pectin and/or sodium alginate is cross-linked using a suitable cross- linking agent.
- suitable cross-linking agents include monovalent metal ion salt or a bivalent metal ion salt. While both monovalent and bivalent metal ion salts may be used, preferably a bivalent metal ion salt is used.
- Suitable bivalent metal ion salts include, without limitation, calcium lactate, calcium chloride, calcium sorbate, calcium propionate and the like. Calcium lactate is preferred since it is approved for use in food products.
- the cross-linking agent is included in the flavor beads in an amount of up to about 0.5 wt% based on the weight of the flavor beads.
- the flavor beads comprise at least one modified starch.
- Preferred modified starches are those that have been modified with octenyl succinic anhydride (generally referred to as NOSA starches or OSAn Starches).
- Preferred embodiments include a first modified starch and a second modified starch.
- the first modified starch is HI-CAP 100, which is available from National Starch & Chemical Co.
- HI-CAP 100 is suitable for the encapsulation of flavorants and is also characterized by excellent resistance to oxidation.
- the second modified starch is N-CREAMER 46, also available from National Starch & Chemical Co., which is characterized by excellent emulsion stabilization.
- the first starch is included in an amount of up to about 20 wt% based on the weight of the flavor beads and the second starch is included in an amount of up to about 10 wt% based on the weight of the flavor beads.
- a first starch and/or a second starch aids in controlling the flavor release rate of the flavor beads. Since the pectin and/or sodium alginate are cross-linked during ionic gelation, the starches have a higher solubility and thus release flavorants at a different rate than pectin and/or sodium alginate.
- preferred flavor beads formed via ionic gelation release flavor for up to about 80 minutes in water and/or saliva depending upon the polymer ratio contained therein.
- the flavor beads contain multiple polymers having different solubility so that the flavorants are released at different times so as to prolong the experience of the user.
- flavor beads containing starches taste smoother and/or creamier than flavor beads formed without starches.
- the modified starches are polymers which exhibit lipophilic characteristics with excellent emulsification properties. As such, the starches aid in encapsulating hydrophobic flavorants in particular.
- the flavor beads formed by ionic gelation include at least one flavorant.
- suitable flavorants include those used in the MCC containing flavor beads described above.
- the flavor beads formed by ionic gelation include at least one flavorant in an amount of up to about 60 wt% based on the weight of the flavor beads.
- the flavor beads comprise about 50 wt% to about 80 wt% pectin, about 5 wt% to about 10 wt% of the first starch, about 1 wt% to about 5 wt% of the second starch and about 15 wt% to about 30 wt% flavorant.
- berry flavorant for example strawberry, blueberry and/or raspberry flavorants
- pectin for example strawberry, blueberry and/or raspberry flavorants
- pectin for example strawberry, blueberry and/or raspberry flavorants
- pectin for example strawberry, blueberry and/or raspberry flavorants
- pectin for example strawberry, blueberry and/or raspberry flavorants
- pectin for example strawberry, blueberry and/or raspberry flavorants
- pectin for example strawberry, blueberry and/or raspberry flavorants
- pectin for example strawberry, blueberry and/or raspberry flavorants
- pectin for example strawberry, blueberry and/or raspberry flavorants
- pectin for example strawberry, blueberry and/or raspberry flavorants
- pectin for example strawberry, blueberry and/or raspberry flavorants
- pectin for example strawberry, blueberry and/or raspberry flavorants
- pectin for example strawberry, blueberry and/or raspberry flavorants
- pectin for example strawberry, blueberry and/or raspberry flavorants
- the resulting flavor beads containing at least one of MCC, pectin and sodium alginate are preferably in the form of spheroids that are substantially round or oval in shape. Also preferably, the flavor beads range in diameter from about 0.5 mm to about 2.0 mm (for example, about 0.75 mm to about 1.75 mm or about 1.0 mm to about 1.5 mm).
- the flavor beads can further comprise at least one coating on the external surface thereof.
- the coating is preferably formed of a highly soluble material and at least one flavorant, such that flavorants are quickly released from the coating when placed in a user's mouth.
- Preferred coatings comprise corn zein, ethyl cellulose and/or food grade waxes.
- the flavorants in the coatings can be the same flavorant or a different flavorant than the flavorant incorporated in the flavor beads.
- the flavor beads 14 can be placed in a pouch wrapper 55 to form an oral pouch product 50, as shown in Figure 1.
- the flavor beads 14 can be placed in a pouch wrapper 55 to form an oral pouch product 50, as shown in Figure 1.
- no ingredients other than the flavor beads 14 are contained in the oral pouch product 50.
- the oral pouch products 50 that incorporate the flavor beads 14 described herein can take various shapes, which are preferably designed to be inserted into the oral cavity, where they come into contact with the user's saliva, and release flavorant into the saliva.
- the release of flavorant is designed to occur according to a time profile.
- a flavorant release profile may include a burst of flavorant when the oral pouch product 50 is first introduced into the oral cavity, followed by a slow decrease in flavorant release over time, or may include a steady release of flavorant over the consumption of the oral pouch product 50.
- the tobacco-free flavor beads 14 contained within the pouch wrapper 55 can include a highly soluble coating 120 (shown in Figure 2) that comprises flavorants 16. When placed in the mouth, the coating 120 quickly dissolves to release the flavorants 16.
- the oral pouch products 50 described herein contain only tobacco-free flavor beads 14.
- the flavor beads 14 make up the majority of the weight of the finished oral pouch product 50.
- the flavor beads 14 substantially completely fill the interior of the porous pouch wrapper 55.
- the flavor beads 15 partially fill the interior of the porous pouch wrapper 55.
- the oral pouch product 50 provides for the delivery of an engaging, flavorful, and/or aromatic experience by delivering flavorants to a user in a consumable unit designed to be inserted in the mouth.
- the flavor beads 14 prepared as described herein and that contain the same flavorant, or that contain two or more different flavorants, may be used in an oral delivery pouch product 50 by introducing the flavor beads 14 as filling material into the cavity of the pouch wrapper 55.
- the flavor beads 14 facilitate high-speed pouch filling operations during the manufacture of oral pouched products 50 because flavor beads 14 tend to more consistently and cleanly flow into and out of metering feed machinery, with less scatter and dusting than loose, irregular particles and/or fibers that can be contained in other oral pouch products.
- an oral pouch product 50 includes an inner material.
- the inner material comprises only flavor beads 14 enclosed in a pouch wrapper 55.
- the porous pouch wrapper 55 described herein can be made of a porous material, such as a paper or fabric, such as a nonwoven fabric or a paper of the type used to construct filters or tea bags.
- the porous pouch wrapper should be capable of allowing the flavors contained in the flavor beads of the oral pouch product to diffuse through the pouch wrapper and into the user's mouth.
- the porous pouch wrapper should also be capable of accepting the coating material as described herein.
- the porous pouch wrapper is made from a material suitable for contact with food, such as materials used in packaging or handling foods.
- Preferred porous materials include, but are not limited to, films, gelatin, food casings, carrageenan, biopolymers, fabric (woven or non-woven), and/or paper such as filter paper, papers used to construct tea bags, coffee filters, and the like.
- the porous membrane maintains sufficient structural integrity during the time period that the pouch wrapper 55 is used so that the inner material is retained therein.
- the pouch wrapper 55 may be dissolvable or disintegrable and composed of soluble polymers.
- flavorants may be added to the pouch wrapper 55 to provide additional flavor to the user.
- the oral pouch product 50 fits completely and comfortably inside the user's mouth.
- the oral pouch product 50 fits discreetly within the user's mouth, and more preferably between the cheek and teeth or gums. A user can suck, chew, or otherwise orally manipulate the pouch product 50 to release the flavors contained therein.
- the oral pouch product 50 may have a square, rectangle, circular, moon, crescent, or oblong shape.
- the oral pouch product 50 can also be shaped like a half-moon or D-shape, or can take other shapes, including, without limitation oval, pouch-shape, rod-shape, cylindrical, tea leaf, tear drop, or hourglass shapes.
- the pouch-shape can be similar to a ravioli or pillow shape. Other shapes may be utilized so long as the shapes fit comfortably and discreetly in a user's mouth.
- the shape of the pouch can indicate the releasable ingredient, such as the flavor.
- the oral pouch product 50 may be shaped as fruits, vegetables, or other objects that connote a particular releasable ingredient.
- the oral pouch product 50 could be in the shape of a banana to indicate a banana flavor or in the shape of a strawberry to indicate a strawberry flavor.
- the pouch wrapper 55 is sealed around one or more edges to contain the flavor beads 14 within the pouch wrapper 55.
- the pores in the pouch wrapper 55 allow flavors to diffuse through the material and into the user's mouth.
- the oral pouch product 50 generally is sized and configured to fit comfortably in a user's mouth.
- the oral pouch product 50 weighs about 0.2 g to about 5.0 g (for example, about 0.1 g to about 1.0 g, about 1.0 g to about 2.0 g, about 2.0 g to about 3.0 g, about 3.0 g to about 4.0 g or about 4.0 g to about 5.0 g).
- the oral pouch product 50 is about
- the oral pouch product 50 is about 0.25 cm to about 5 cm (about 0.1 inch to about 2.0 inches) in width, about 0.25 cm to about 5 cm (about 0.1 inch to about 2.0 inches) in length and about 0.25 cm to about 5 cm (about 0.1 inch to about 2.0 inches) thick.
- the oral pouch product 50 can preferably deliver a plurality of flavorants to the user for a period of about 15 minutes to about 80 minutes (for example, about 20 minutes to about 75 minutes, about 25 minutes to about 70 minutes, about 30 minutes to about 65 minutes, about 35 minutes to about 60 minutes, about 40 minutes to about 55 minutes or about 45 minutes to about 50 minutes).
- the oral pouch product 50 is discarded after a single use.
- the oral pouch product 50 weighs between about 0.2 g and about 5.0 g. The weight is predominately the result of the weight of the enclosed tobacco-free flavor beads 1 .
- the pouch wrapper 55 can also be provided with at least one coating that can release flavorants or other ingredients to the user's mouth when in contact with saliva.
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Toxicology (AREA)
- Manufacture Of Tobacco Products (AREA)
- Packaging Of Annular Or Rod-Shaped Articles, Wearing Apparel, Cassettes, Or The Like (AREA)
Abstract
Description
Claims
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL10773843T PL2485610T3 (en) | 2009-10-09 | 2010-10-11 | Tobacco-free pouched product containing flavor beads providing immediate and long lasting flavor release |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US57703409A | 2009-10-09 | 2009-10-09 | |
| PCT/EP2010/006191 WO2011042206A1 (en) | 2009-10-09 | 2010-10-11 | Tobacco-free pouched product containing flavor beads providing immediate and long lasting flavor release |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EP2485610A1 true EP2485610A1 (en) | 2012-08-15 |
| EP2485610B1 EP2485610B1 (en) | 2016-02-10 |
Family
ID=43733004
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP10773843.7A Active EP2485610B1 (en) | 2009-10-09 | 2010-10-11 | Tobacco-free pouched product containing flavor beads providing immediate and long lasting flavor release |
Country Status (14)
| Country | Link |
|---|---|
| US (4) | US8747562B2 (en) |
| EP (1) | EP2485610B1 (en) |
| JP (1) | JP5866289B2 (en) |
| KR (1) | KR101844610B1 (en) |
| BR (1) | BR112012008263A2 (en) |
| CA (1) | CA2776820C (en) |
| DK (1) | DK2485610T3 (en) |
| EC (1) | ECSP12011873A (en) |
| MX (1) | MX2012004201A (en) |
| MY (1) | MY163966A (en) |
| PL (1) | PL2485610T3 (en) |
| RU (1) | RU2543599C2 (en) |
| UA (1) | UA108482C2 (en) |
| WO (1) | WO2011042206A1 (en) |
Families Citing this family (76)
| Publication number | Priority date | Publication date | Assignee | Title |
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| EA012674B1 (en) | 2005-04-29 | 2009-12-30 | Филип Моррис Продактс С.А. | Tobacco pouch product |
| US8685478B2 (en) | 2005-11-21 | 2014-04-01 | Philip Morris Usa Inc. | Flavor pouch |
| US8067046B2 (en) | 2007-06-08 | 2011-11-29 | Philip Morris Usa Inc. | Oral pouch product including soluble dietary fibers |
| WO2009010884A2 (en) | 2007-07-16 | 2009-01-22 | Philip Morris Products S.A. | Tobacco-free oral flavor delivery pouch product |
| US8202589B2 (en) * | 2007-07-16 | 2012-06-19 | Philip Morris Usa Inc. | Oral delivery pouch product with coated seam |
| WO2009010876A2 (en) | 2007-07-16 | 2009-01-22 | Philip Morris Products S.A. | Oral pouch product having soft edge and method of making |
| US8377215B2 (en) | 2008-12-18 | 2013-02-19 | Philip Morris Usa Inc. | Moist botanical pouch processing |
| US9027567B2 (en) * | 2008-12-30 | 2015-05-12 | Philip Morris Usa Inc. | Oral pouch product with multi-layered pouch wrapper |
| EP2558370B1 (en) | 2010-04-12 | 2017-04-05 | Altria Client Services LLC | Pouch product with improved seal and method |
| USD784605S1 (en) | 2012-07-30 | 2017-04-18 | British American Tobacco (Investments) Limited | Tobacco pouch fleece |
| USD784606S1 (en) | 2012-07-30 | 2017-04-18 | British American Tobacco (Investments) Limited | Tobacco pouches |
| USD784608S1 (en) | 2012-07-30 | 2017-04-18 | British American Tobacco (Investments) Limited | Tobacco pouches |
| GB2504495A (en) | 2012-07-30 | 2014-02-05 | British American Tobacco Co | Fleece for smokeless tobacco pouch |
| USD732732S1 (en) | 2012-07-30 | 2015-06-23 | British American Tobacco (Investments) Limited | Tobacco pouch |
| USD784607S1 (en) | 2012-07-30 | 2017-04-18 | British American Tobacco (Investments) Limited | Tobacco pouches |
| EP2967124B1 (en) | 2013-03-14 | 2023-05-03 | Altria Client Services LLC | Fiber-wrapped smokeless-tobacco product |
| EP4154736A1 (en) | 2013-03-15 | 2023-03-29 | Altria Client Services LLC | Methods and machines for pouching smokeless tobacco and tobacco substitute products |
| CN103416850B (en) * | 2013-07-26 | 2015-07-29 | 北京益生汇康生物技术有限公司 | Reduce the composition and method of making the same that TPM, tar and nicotine suck |
| CN105813485B (en) * | 2013-12-31 | 2020-06-12 | 菲利普莫里斯生产公司 | Smoking article with liquid delivery material |
| CN105960177B (en) * | 2014-02-26 | 2019-08-16 | 菲利普莫里斯生产公司 | Smoking article with tactile liquid release component |
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| KR20220027943A (en) | 2019-07-05 | 2022-03-08 | 스웨디쉬 매치 노스 유럽 에이비 | An oral pouch nicotine product comprising a fill material comprising nicotine-containing particles |
| US12213510B2 (en) | 2019-09-11 | 2025-02-04 | Nicoventures Trading Limited | Pouched products with enhanced flavor stability |
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| RS64944B1 (en) * | 2019-11-20 | 2024-01-31 | Swedish Match North Europe Ab | An oral pouched nicotine product including a filling material comprising nicotine particles |
| US11793230B2 (en) | 2019-12-09 | 2023-10-24 | Nicoventures Trading Limited | Oral products with improved binding of active ingredients |
| JP2023504756A (en) | 2019-12-09 | 2023-02-06 | ニコベンチャーズ トレーディング リミテッド | Oral products containing cannabinoids |
| US12137723B2 (en) | 2019-12-09 | 2024-11-12 | Nicoventures Trading Limited | Oral products with active ingredient combinations |
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| US11872231B2 (en) | 2019-12-09 | 2024-01-16 | Nicoventures Trading Limited | Moist oral product comprising an active ingredient |
| WO2021116916A1 (en) * | 2019-12-09 | 2021-06-17 | Nicoventures Trading Limited | Oral product with multiple flavors having different release profiles |
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| US10143230B2 (en) | 2018-12-04 |
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| MY163966A (en) | 2017-11-15 |
| DK2485610T3 (en) | 2016-03-14 |
| KR101844610B1 (en) | 2018-04-02 |
| ECSP12011873A (en) | 2012-07-31 |
| WO2011042206A1 (en) | 2011-04-14 |
| US20110083680A1 (en) | 2011-04-14 |
| KR20120087934A (en) | 2012-08-07 |
| CA2776820C (en) | 2018-01-16 |
| RU2543599C2 (en) | 2015-03-10 |
| US20140261506A1 (en) | 2014-09-18 |
| CA2776820A1 (en) | 2011-04-14 |
| EP2485610B1 (en) | 2016-02-10 |
| US20240334962A1 (en) | 2024-10-10 |
| US20190059438A1 (en) | 2019-02-28 |
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